Choose a trip planner on line, like the Rand McNally Road Trip Planner (Reference 1) or the AAA TripTik Planner (Reference 2). Each online trip planner has slightly different options, functionality, and interface, but they all do primarily the same thing.
Enter your starting point and final destination into the travel planner. If you are heading completely across the country, you might start in Los Angeles, San Francisco, or Seattle and make your way to New York, Washington, D.C., or Miami. Make sure to plan a trip that's feasible for the amount of time you have so you won't need to rush to get from point A to B.
Select additional cities where you'd like to stop during your trip by clicking them on the map or clicking "Add a Destination."
Choose to view information about cities, hotels, attractions, campgrounds, national parks, restaurants, gas stations, or road construction along your route from the options listed on the side bar or drop-down menu.
Make reservations or add points of interest to your route and refresh the directions to reflect all the information for your trip.
Print out your customized travel map and finalize the details for your trip.